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Health Insurance Broker Jobs in Virginia (NOW HIRING)

USI Holdings Corporation

P&C Producer

Falls Church, VA · On-site

Knowledge, Skills and Abilities: • 3 years + of sales experience in an insurance brokerage with ... We offer a wide range of health, welfare and financial benefits including medical, wellness, dental ...

USI Holdings Corporation

P&C Producer

Glen Allen, VA · On-site

Knowledge, Skills and Abilities: * 3 years + of sales experience in an insurance brokerage with ... We offer a wide range of health, welfare and financial benefits including medical, wellness, dental ...

Trucordia

Private Client Advisor

Fairfax, VA · On-site

... brokerage. We offer an unrivaled combination of people, tools and solutions, and deliver ... Supplemental Health Insurance * EAP * Pet Insurance * 11 Paid Holidays * Flexible PTO * 401K ...

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Showing results 21-40

All JobsHealth Insurance Broker JobsHealth Insurance Broker Jobs in Virginia

Health Insurance Broker information

See Virginia salary details

$38.7K

$86.5K

$118K

How much do health insurance broker jobs pay per year?

As of Aug 22, 2026, the average yearly pay for health insurance broker in Virginia is $86,475.00, according to ZipRecruiter salary data. Most workers in this role earn between $75,300.00 and $99,100.00 per year, depending on experience, location, and employer.

What does a health insurance broker do?

A health insurance broker is a licensed professional who helps individuals, families, and businesses find and purchase health insurance plans that best meet their needs and budgets. Brokers compare various policies from multiple insurance companies, explain coverage options, and assist clients with the application process. They also provide ongoing support, helping clients with renewals, claims, and any issues that arise during the policy period. Brokers are typically compensated by insurance companies, not by the clients they assist.

What are the key skills and qualifications needed to thrive as a health insurance broker?

To thrive as a Health Insurance Broker, you need a thorough understanding of insurance products, sales strategies, and regulatory compliance, typically supported by state licensure. Familiarity with customer relationship management (CRM) software, quoting tools, and insurance marketplace platforms is essential. Strong interpersonal skills, active listening, and the ability to explain complex policies clearly help brokers build trust and close sales. These skills and qualities are critical for matching clients to appropriate plans, ensuring legal compliance, and sustaining long-term client relationships.

What are some common challenges faced by health insurance brokers when assisting clients with plan selection?

Health Insurance Brokers often encounter challenges such as navigating the complexity of various insurance plans, staying updated with frequently changing regulations, and ensuring clients fully understand their coverage options. Balancing the diverse needs and budgets of clients while providing unbiased recommendations can be demanding. Additionally, brokers must handle administrative tasks, such as managing enrollments and resolving claim issues, all while maintaining strong relationships with both clients and insurance carriers.

What is the difference between Health Insurance Broker vs Health Insurance Agent?

AspectHealth Insurance BrokerHealth Insurance Agent
CredentialsMay require licensing and certifications; often independentLicensed to sell specific insurance products; typically affiliated with one company
Work EnvironmentIndependent or affiliated with brokerage firms; consults with clientsWorks for insurance companies or agencies; sells policies directly
Employer & Industry UsageUsed across multiple insurers; serves clients' best interestsEmployed by specific insurance companies; promotes their products
Search & Comparison IntentPeople compare brokers for independent advicePeople compare agents based on specific insurance options

In summary, health insurance brokers typically operate independently or with multiple insurers, offering broader options and personalized advice. Health insurance agents usually work for a single insurer, focusing on selling that company's policies. Both roles require licensing but differ in independence and employer structure.

Is health insurance brokering a good career?

Health insurance brokering is a viable career that involves helping clients select suitable insurance plans and requires strong sales, communication, and knowledge of insurance products. Success often depends on building a client base, obtaining necessary licenses, and staying updated on industry regulations and policies.

What are popular job titles related to Health Insurance Broker jobs in Virginia?

For Health Insurance Broker jobs in Virginia, the most frequently searched job titles are:

What job categories do people searching Health Insurance Broker jobs in Virginia look for?

The top searched job categories for Health Insurance Broker jobs in Virginia are:

What cities in Virginia are hiring for Health Insurance Broker jobs?

Cities in Virginia with the most Health Insurance Broker job openings:

Health Insurance Broker jobs near you
Infographic showing various Health Insurance Broker job openings in Virginia as of August 2026, with employment types broken down into 2% As Needed, 70% Full Time, 23% Part Time, and 5% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $86,475 per year, or $41.6 per hour.

Regional Sales Director, Employee Health Benefits

Crumdale Specialty

Richmond, VA • On-site

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 5 days ago

Job description

About Crumdale Specialty:

Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare solutions to a limited distribution network of brokers, consultants, and agents nationwide. Ranked on the Inc. 5000 Fastest Growing Companies and Best Workplaces, we leverage industry expertise, superior talent, data analytics, and a disruptive mindset to manufacture, underwrite, and administer agile, transparent, and cost-saving solutions. We optimize the fragmented health benefits supply chain to reduce health benefit costs and create better outcomes for employers and employees.

At Crumdale, people come first. We strive to make a positive impact on the people we serve. We believe this starts with the passion and purpose of our team. Our company culture is rooted in alignment, innovation, and integrity.

About the Job:

As a Regional Sales Director, you will be a cornerstone of our growth strategy. This role demands a highly driven, organized, and strategic professional with a passion for sales, broker development, and consultative solution selling. You will be responsible for building strong broker relationships, managing a robust sales pipeline, and closing high-quality business aligned with our integrated health platform.

We're looking for a driven, broker-focused sales leader who knows how to win in the self-funded health plan space.

Requirements

  • Drive regional revenue growth by developing and executing a strategic sales plan focused on health plan solutions to include level-funded, self-funded, captive, stop-loss, pharmacy solutions, and TPA solutions.
  • Cultivate and expand relationships within the limited distribution network of brokers, consultants, and agents.
  • Identify, develop, and close new business opportunities while strengthening existing partner relationships.
  • Educate broker partners on the full suite of health plan solutions, including stop-loss, captives, and alternative funding strategies.
  • Serve as a trusted advisor to brokers and consultants by delivering data-driven insights and strategic plan design recommendations.
  • Collaborate cross-functionally with underwriting, actuarial, operations, and leadership teams to deliver competitive, customized proposals.
  • Lead finalist presentations, strategy meetings, and executive-level discussions with brokers and employer groups.
  • Maintain a disciplined pipeline management process, providing accurate forecasting and sales reporting.
  • Monitor regional market trends, competitor activity, and emerging opportunities to proactively position solutions.
  • Achieve and exceed assigned sales targets, growth metrics, and profitability goals.
  • Ensure alignment with underwriting discipline and long-term profitability strategy.
  • Represent at industry events, conferences, and broker functions to expand brand visibility and market presence.
  • Uphold culture of alignment, innovation, and integrity in all external and internal interactions.

Requirements

  • 5+ years of successful sales experience in self-funded health plans, stop-loss, employee benefits, or related health insurance markets.
  • Demonstrated success building and managing broker/consultant relationships within a defined territory.
  • Proven track record of consistently meeting or exceeding revenue and growth targets.
  • Strong understanding of alternative funding arrangements, captives, cost-containment strategies, and employer health plan design.
  • Ability to articulate complex health plan solutions in a clear, consultative, and value-driven manner.
  • Experience navigating multi-stakeholder sales cycles and leading executive-level presentations.
  • Strong pipeline management and forecasting discipline with CRM proficiency.
  • Financial acumen with the ability to align growth with underwriting profitability.
  • Entrepreneurial mindset with the ability to operate independently in a fast-paced, high-growth environment.
  • Willingness to travel within assigned region as needed.

Success Metrics & KPIs

Performance in this role will be measured by:

  • Achievement of annual new business revenue targets.
  • Growth in broker/consultant partnerships within assigned territory.
  • Pipeline volume, velocity, and forecast accuracy.
  • Case submission activity and quote-to-bind ratio.
  • Profitability and underwriting alignment of sold business.
  • Retention and cross-sell/upsell penetration across full solution suite.
  • Contribution to regional market share growth.
  • Quality of broker engagement and brand presence in the territory.

Benefits

At Crumdale, we strive to provide a comprehensive and supportive benefits package to ensure the well-being of our employees. Our benefits include:

  • Medical
  • Telemedicine
  • Dental
  • Vision
  • Life, AD&D, Disability
  • 401(k)
  • Flexible Time-off

Please note: Crumdale Specialty is not engaging with external recruitment agencies; please refrain from contacting us regarding this position.

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